Exclusive Christmas in Italy Tour: Rome, Florence, Milan

What to expect on this itinerary
From a graceful Christmas tree contrasting the powerful Colosseum walls to the vibrant display of lights accentuating Nativity scenes decorating the streets of Florence, Italy provides a holiday season brimming with welcoming, cheerful ambiance for all to enjoy. Discover the beauty of Pisa in December as seen from the top of the Leaning Tower and absorb the splendor of a New Year’s Eve performance at the famous La Scala Theater in Milan. Your customizable tour immerses you in Italian culture and illuminates the deep-rooted connection between ancient tradition and Christian heritage embodied in Italy’s art, architecture, cuisine, and customs.
Customizable Itinerary
Rome – An Eternal City in Season
The thrills of Rome emanate from the ancient ruins, commemorating a lavish past and the remarkable spires of historic churches offering images of the Vatican’s influence in the city and across Italy. During the holiday season, Rome radiates cheer from the dangling lights crisscrossing above historic cobblestone streets and Christmas markets filling famous piazzas. Your flight lands at Rome Fiumicino Airport. Your private transfer greets you at baggage claim and escorts you to a luxurious hotel located in the heart of the historic city center.
The ancient frame of the Pantheon comes into view. The 16 thick pillars frame the entryway and support the edge of the massive dome, which reaches a height of 142 feet above the streets. Your guide meets you in the hotel lobby, eager to introduce you to the beauty of Rome glowing in the Christmas lights. You make your way to the Colosseum, the iconic image of the Roman Empire’s strength. Your guide helps contrast the rituals of the pagan religion of the city’s past with the deep connection of Rome’s Christian tradition.
The outer walls of the Colosseum reach four stories tall at a height of 157 feet. A canopy once spread across the seats casting shade over spectators. The archway frames the hall that soon swallows you, opening to the center of the remarkable structure. You can look down into the labyrinth, above which the wooden stage once stood. Gladiators would train, and wild animals would pace their cages, both waiting their turn to enter center stage.
What's Included:
Rome – A Roman Christmas Eve
Rome – A Holly Jolly Christmas Day
Florence – Markets of the Renaissance
Florence – Enchanting Tuscan December
Florence – Themes from the Art World
Florence – Into the Christmas Culture of Pisa
Milan – The Lights of Cinque Terre
Milan – A Fashionable New Year’s Eve
Milan – A New Year’s View of Italy
Trip Highlights
- Experience the unique pleasure of attending midnight mass in St. Peter’s Square, as presided over by Pope Francis
- Discover the joyful holiday season embodied in the thriving Christmas markets of Rome and Florence
- Relish the country charm and splendid history of the medieval Siena, located in the southern hills of Tuscany
- Explore the unique connection between the Roman Empire’s traditions and the heritage of Christianity on a private tour of Rome
- Immerse yourself in the Christmas culture of Florence with a tour of the Renaissance city’s historic and lavish churches
- Delight in a distinctive New Year’s Eve celebration with a remarkable dinner followed by a celebratory evening in Milan’s elegant La Scala Theater
- Traverse the grounds of the Sacred Field in Pisa, where soil from Calvary (where Christ was crucified) was brought back during the Crusades
- Stroll the hillside trail of Manarola alongside the extravagant Nativity scene of 250 characters cloaked in lights, which overlooks the Mediterranean Sea
Detailed Description
Discover the cheers and traditions of Italy in December during your 10-day tour of encompassing Christmas and New Years in the cities of Rome, Florence, and Milan. The remarkable journey begins with your arrival in Rome. Your private transfer meets you at Rome’s Fiumicino Airport and escorts you to a luxurious hotel in the city center. Your private guide leads you on an introductory tour through Ancient Rome, which includes the Roman Forum, the Colosseum, and Palatine Hill. Learn about the ways the past has influenced the present through customs and traditions. The next day is Christmas Eve and Rome buzzes with excitement. Wander through the Christmas markets and see the detailed Nativity scenes in Piazza del Popolo. In the evening, you venture to St. Peter’ s Square to attend midnight mass led by his Holiness, Pope Francis.
On Christmas Day, you have a private tour of the city’s connection to Christmas, walking through the history and tradition along the cobblestone alleyways and open piazzas. In the evening, you partake in a superb Italian Christmas dinner. You have a first-class seat on the train north to Florence the next day. Your private transfer escorts you to a luxurious hotel in the historic city center surrounded by Renaissance palaces and glowing holiday lights. Explore the distinct churches filled with unforgettable art and unique stories as shared by your private guide. The following day, enjoy a full day tour of Siena; wander along the festive atmosphere inside the medieval city walls. Visit one of the oldest hospitals in Europe at the Santa Maria della Scala Museum, which now contains stunning exhibits telling the detailed history of Siena through its art.
Next, you explore the art of Florence, beginning with the Uffizi Gallery, for a better understanding of how classics and early Christian allegory inspired the works of master Italian artists through history. The following day takes you into western Tuscany to discover the holiday spirit in the cities of Pisa and Lucca. Visit the Sacred Field and gothic churches of Pisa before climbing to the top of the Leaning Tower. Enjoy the holiday ambiance of Lucca inside the medieval city walls encircling the city before returning to Florence. Then you travel north to Milan, the capital of the Lombardy region. You have the option of visiting the coastal villages collectively known as Cinque Terre. The town of Manarola contains a stunning Nativity scene with 250 characters radiating with light against the hillsides in the evening.
Then it’s New Year’s Eve. The day is yours to explore the fashionable and industrious city of Milan at your leisure. Visit the La Scala Opera Museum or tour the church of Santa Maria delle Grazie to see da Vinci’s Last Supper. In the evening, you can bask in a delectable meal before embarking on a thrilling night at Milan’s famous La Scala Opera House. On the final day, you can unwind and bask in the serene quiet of New Year’s morning. Extend your stay in Italy for a magnificent time in the Dolomite villages or a sun-drenched start to the year in the Sicilian resort town of Tamarindo. Your private transfer meets you at the hotel in Milan when you are ready and escorts you to Malpensa Airport for your flight home.
Starting Price
$9,800 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 6961 reviews
Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.
The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.
The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!
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Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.
I was able to add an additional city on short notice!
We had knowledgeable local city guides and all drivers were professional.
We had a wonderful family trip!
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We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.
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I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.
Here are some highlights:
Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!
Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.
Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.
While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.
This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!
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The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.
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Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.
Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.
We highly recommend our travel company and would definitely use them again.
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